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Organic I & II WEB PAGE www.chem.sc.edu/faculty/bryson/index.html 3a 2a 2b * * * * * * Ch. 2 - * Hydrophobic - incompatible with water Hydrophilic - compatible with ... – PowerPoint PPT presentation

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Title: Prerequisites: 112


1
Organic I II WEB PAGE
www.chem.sc.edu/faculty/bryson/index.html
CHEM 333
Prerequisites 112
synthesis
3a
2a
2b
2
CHAPTER 2 Functional Groups
- Intermolecular Forces Hydrocarbons - saturated
unsaturated Polar covalent bonds Polar
non-polar molecules
Functional groups haloalkanes alcohols ethers
amines aldehydes/ketones carboxylic acids
esters amides nitriles Properties
molecular structure Attractive forces
3
Hydrocarbons compounds w/ only carbon and
hydrogen atoms
hydrocarbon - saturated - unsaturated
4
Unsaturated hydrocarbons
1. Alkenes have at least 1 CC double bond
5
Unsaturated hydrocarbons
2. Alkynes have at least 1 C-C triple bond
6
Unsaturated hydrocarbons
3. Aromatic compounds - cyclic - most common, 3
pair of alternating double single bonds
benzene
7
Polar Covalent Bonds
lithium fluoride has an ionic bond
ethane covalent bonds, electrons shared equally
?
?-
8
Electronegativities F most electronegative (EN
4.0) Cs the least (EN 0.7)
H (2.1)
Li (1.0)
Be (1.6)
B (2.0)
C (2.5)
N (3.0)
O (3.5)
F (4.0)
Na (0.9)
Mg (1.2)
Si (1.8)
P (2.1)
S (2.5)
Cl (3.0)
K (0.8)
Br (2.8)
Increasing EN
Rb (0.8)
I (2.5)
Cs (0.7)
Increasing EN
9
?
?-
?
?-
2.5
3.0
2.5
3.0
?
?-
?
?-
2.1
2.5
1.8
2.5
10
Molecules containing polar bonds are not
necessarily polar as a whole, for example
11
  • Dipole moment of some compounds

Compound Dipole Moment Compound Dipole Moment
Na() (-)Cl 9.0 CH4 0
H3C-NO2 3.45 CCl4 0
H3C-Cl 1.87
H3C-Br 1.79
H3C-I 1.64
H3C-OH 1.70
12
Molecules containing polar bonds are not
necessarily polar as a whole, for example
cis-1,2-dichloroethene
trans-1,2-dichloroethene
13
Structure and Functional Groups
Alkane Alkyl RGroup Abbrev.
CH3H Methane CH3 Methyl Me-
CH3CH2H Ethane CH3CH2 Ethyl Et-
CH3CH2CH2H Propane CH3CH2CH2 propyl Pr-
CH3CH2CH2CH2H Butane CH3CH2CH2CH2 Butyl Bu-
14
General formula for an alkane is RH
15
Phenyl and Benzyl Groups
Phenyl group
Benzyl group
16
Haloalkanes or Alkyl Halides
RX (X F, Cl, Br, I) Classification primary,
secondary or tertiary if carbon bonded to halide
is attached to
F-CH3 methyl flouride
17
Alcohols are alkyl derivatives of water
18
Alcohols
ROH (R sp3 hybidized C), -alkanol
19
Ethers
ROR -alkoxyalkane
20
Amines
RNH2 alkanamine
(1o)
21
Aldehydes and Ketones alkanal -alkanone
22
Carboxylic Acids, Esters, and Amides
23
Nitriles alkanenitrile
others nitro, imide, etc.
24
functional groups?
25
Summary Functional Groups of Organic Compounds
26
Summary Functional Groups of Organic Compounds
27
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28
Intermolecular Forces (van der Waals
Forces)
Dipole-dipole forces Hydrogen bonds Dispersion
forces
Table 2.6
29
Dipole-dipole attractions between polar molecules
30
Hydrogen bonds Dipole-dipole attractions between
hydrogen nonbonding electron pairs of
electronegative atoms (O, N, or F) Hydrogen
bonds weak but much stronger than the
dipoledipole interactions
31
Hydrogen bonds
32
Dispersion forces (London forces) e(-) charge in
a nonpolar molecule is uniform
e(-) movement, distrubs charge balance. Creates
a slight accumulation of charge (a
small temporary dipole)
33
MeOH and H2O are miscible in all proportions
hydrogen bond
34
Hydrophobic - incompatible with water Hydrophilic
- compatible with water
Hydrophilic group
Hydrophobic portion
Ch03
35
Summary of Attractive Electric Forces
Ch03
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